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An efficient route to bicycle[3.3.1] intermediate employing organocatalytic Michael/Aldol biannulation: a formal synthesis of (+)-Huperzine A
Authors:Chao Zhang  Yu-Peng He  Zhenbo Lv  Xiaoguang Ding  Fei Li  Fang Yu
Institution:1.College of Chemistry, Chemical Engineering and Environmental Engineering,Liaoning Shihua University,Fushun,China
Abstract:The key intermediate for the synthesis of (+)-Huperzine A, bicycle3.3.1]nona-2,6-dien-9-one core, was prepared by Michael–Aldol annulation of β-ketoesters and methacrolein catalyzed by α,α-diarylprolinol silyl ether in highest 87 % ee and with up to 80 % ee in the gram-scale procedure.
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